Issue 4, 1997

Second-order nonlinear optical properties of stilbene, benzylideneaniline and azobenzene derivatives. The effect of π-bridge nitrogen insertion on the first hyperpolarizability

Abstract

The second-order nonlinear optical (NLO) and electronic properties of stilbenes (C[double bond, length as m-dash]C bridge), benzylideneanilines (C[double bond, length as m-dash]N and N[double bond, length as m-dash]C bridges) and azobenzenes (N[double bond, length as m-dash]N bridge) containing either an N,N-dimethylamino donor and/or a nitro acceptor were investigated using EFISH, UV spectroscopy, cyclic voltammetry and PPP/SCF calculations. It appeared that although first hyperpolarizabilities of the ethylene and azo bridged donor–acceptor compounds are of comparable magnitude, substitution of one carbon by a nitrogen atom reduces the NLO activity. Differences in hyperpolarizabilities were rationalized with the aid of a two-level model, which revealed that they find their origin in the redox activity of the nitrogen-containing bridges.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1997, 799-808

Second-order nonlinear optical properties of stilbene, benzylideneaniline and azobenzene derivatives. The effect of π-bridge nitrogen insertion on the first hyperpolarizability

C. A. van Walree, O. Franssen, A. W. Marsman, M. C. Flipse and L. W. Jenneskens, J. Chem. Soc., Perkin Trans. 2, 1997, 799 DOI: 10.1039/A604603G

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